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Oldsmar Homes For Sale & Real Estate - 228 homes

Oldsmar homes for sale are located in Pinellas County, Florida. Find homes in Oldsmar for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oldsmar houses.

Location: Oldsmar

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  • 854 CHRISTINA CIR, OLDSMAR, FL 34677

    $565,000Listed 06/22/2026 4:53PM   MLS ID: TB8521571

    For Sale TB8521571 - 854 CHRISTINA CIR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 1994
    Monthly Fee: $68
       Tax: $8,686 (2025)
    Community: Bays End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,888 (change assumption)
    Mortgage ($3,096) + Fees ($68) + Taxes in 2025 ($724)


    Taxes:$8,686

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2055 DIAMOND CT, OLDSMAR, FL 34677

    $1,150,0004 Days on yellowkey   MLS ID: TB8520799

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale TB8520799 - 2055 DIAMOND CT, OLDSMAR, FL 34677 72 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3237
       Built: 1996
    Monthly Fee: $142
       Tax: $8,014 (2025)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,111 (change assumption)
    Mortgage ($6,301) + Fees ($142) + Taxes in 2025 ($668)


    Taxes:$8,014

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $619,99932 Days on yellowkey   MLS ID: TB8510265

    REDUCED by $9,901 (1.6%) on 06/23/2026

    For Sale TB8510265 - 380 ROSALIND LN, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2423
       Built: 2001
    Monthly Fee: $100
       Tax: $4,811 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,898 (change assumption)
    Mortgage ($3,397) + Fees ($100) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 202 HEMINGWAY DR, OLDSMAR, FL 34677

    $269,00022 Days on yellowkey   MLS ID: TB8514350

    1 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $30,000 (10.0%) on 06/13/2026

    For Sale TB8514350 - 202 HEMINGWAY DR, OLDSMAR, FL 34677 16 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1452
       Built: 1997
    Monthly Fee: $240
       Tax: $2,197 (2025)
    Community: Sun Ketch Twnhms At Cypress Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,474) + Fees ($240) + Taxes in 2025 ($183)


    Taxes:$2,197

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677

    $1,055,0007 Days on yellowkey   MLS ID: TB8518188

    For Sale TB8518188 - 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3189
       Built: 1995
    Monthly Fee: $181
       Tax: $10,115 (2025)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,805 (change assumption)
    Mortgage ($5,781) + Fees ($181) + Taxes in 2025 ($843)


    Taxes:$10,115

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 732 SHORE DR E, OLDSMAR, FL 34677

    $3,800,0002 Days on yellowkey   MLS ID: TB8516635

    For Sale TB8516635 - 732 SHORE DR E, OLDSMAR, FL 34677 99 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5675
       Built: 2019   Tax: $19,893 (2024)
    Community: Tampashores Bay Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,479 (change assumption)
    Mortgage ($20,821) + Taxes in 2024 ($1,658)


    Taxes:$19,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 133 SABAL CT #G, OLDSMAR, FL 34677

    $125,00019 Days on yellowkey   MLS ID: TB8514567

    REDUCED by $10,000 (7.4%) on 06/23/2026

    For Sale TB8514567 - 133 SABAL CT #G, OLDSMAR, FL 34677 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1988   Tax: $2,304 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Spa: No

    Condo


    Estimated Monthly Payment: $877 (change assumption)
    Mortgage ($685) + Taxes in 2025 ($192)


    Taxes:$2,304

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677

    $159,90054 Days on yellowkey   MLS ID: TB8498051

    REDUCED by $5,000 (3.0%) on 06/16/2026

    For Sale TB8498051 - 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677 23 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 674
       Built: 1985
    Monthly Fee: $418
       Tax: $2,403 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,494 (change assumption)
    Mortgage ($876) + Fees ($418) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 382 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $240,00047 Days on yellowkey   MLS ID: TB8506337

    5 Days Off yellowkey (back on 6/23/2026)

    For Sale TB8506337 - 382 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 58 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1105
       Built: 1997
    Monthly Fee: $433
       Tax: $3,294 (2025)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $2,023 (change assumption)
    Mortgage ($1,315) + Fees ($433) + Taxes in 2025 ($275)


    Taxes:$3,294

    Elementary School: Curlew Creek Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 193 BLUE MARLIN DR, OLDSMAR, FL 34677

    $350,00053 Days on yellowkey   MLS ID: TB8503933

    For Sale TB8503933 - 193 BLUE MARLIN DR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1485
       Built: 1983
    Monthly Fee: $70
       Tax: $3,342 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $2,266 (change assumption)
    Mortgage ($1,918) + Fees ($70) + Taxes in 2025 ($278)


    Taxes:$3,342

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 432 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $475,000113 Days on yellowkey   MLS ID: A4684573

    For Sale A4684573 - 432 COUNTRY CLUB DR, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1936
       Built: 1960   Tax: $3,551 (2025)
    Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6
    Single Family


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($296)


    Taxes:$3,551

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 324 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $395,000422 Days on yellowkey   MLS ID: TB8379269

    INCREASED by $10,000 (2.6%) on 06/23/2026

    For Sale TB8379269 - 324 COUNTRY CLUB DR, OLDSMAR, FL 34677 46 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1288
       Built: 1960   Tax: $3,828 (2024)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,483 (change assumption)
    Mortgage ($2,164) + Taxes in 2024 ($319)


    Taxes:$3,828

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 650 SWEETBRIAR DR, OLDSMAR, FL 34677

    $539,500Listed 06/22/2026 4:01PM   MLS ID: A4697507

    For Sale A4697507 - 650 SWEETBRIAR DR, OLDSMAR, FL 34677 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 1988
    Monthly Fee: $35
       Tax: $2,729 (2025)
    Community: Manors Of Forest Lakes The Ph 2
    Single Family


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,956) + Fees ($35) + Taxes in 2025 ($227)


    Taxes:$2,729

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 417 DOLPHIN DR S, OLDSMAR, FL 34677

    $269,00053 Days on yellowkey   MLS ID: TB8504194

    For Sale TB8504194 - 417 DOLPHIN DR S, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1253
       Built: 1985
    Monthly Fee: $70
       Tax: $3,616 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,474) + Fees ($70) + Taxes in 2025 ($301)


    Taxes:$3,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 392 TAVERNIER CIR, OLDSMAR, FL 34677

    $569,0001 Day on yellowkey   MLS ID: TB8521472

    For Sale TB8521472 - 392 TAVERNIER CIR, OLDSMAR, FL 34677 61 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1656
       Built: 1996
    Monthly Fee: $75
       Tax: $2,635 (2025)
    Community: Fountains At Cypress Lakes Ii-B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,412 (change assumption)
    Mortgage ($3,118) + Fees ($75) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 859 INVERRY DR, OLDSMAR, FL 34677

    $649,0001 Day on yellowkey   MLS ID: W7886948

    For Sale W7886948 - 859 INVERRY DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1984
       Built: 1994
    Monthly Fee: $151
       Tax: $9,016 (2025)
    Community: Worthington
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,458 (change assumption)
    Mortgage ($3,556) + Fees ($151) + Taxes in 2025 ($751)


    Taxes:$9,016

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 100 WATER OAK WAY, OLDSMAR, FL 34677

    $619,0003 Days on yellowkey   MLS ID: TB8520671

    For Sale TB8520671 - 100 WATER OAK WAY, OLDSMAR, FL 34677 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2169
       Built: 1984
    Monthly Fee: $145
       Tax: $2,749 (2025)
    Community: Woodlands Estates
    Single Family


    Estimated Monthly Payment: $3,766 (change assumption)
    Mortgage ($3,392) + Fees ($145) + Taxes in 2025 ($229)


    Taxes:$2,749

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 129 CAMPHOR CIR #C, OLDSMAR, FL 34677

    $165,000133 Days on yellowkey   MLS ID: TB8474438

    REDUCED by $10,000 (5.7%) on 06/22/2026

    For Sale TB8474438 - 129 CAMPHOR CIR #C, OLDSMAR, FL 34677 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1986   Tax: $170 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $918 (change assumption)
    Mortgage ($904) + Taxes in 2025 ($14)


    Taxes:$170

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 360 S WOODLANDS DR, OLDSMAR, FL 34677

    $414,90016 Days on yellowkey   MLS ID: TB8515718

    For Sale TB8515718 - 360 S WOODLANDS DR, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 1979
    Monthly Fee: $340
       Tax: $5,335 (2025)
    Community: East Lake Woodlands Patio Homes
    Villa


    Estimated Monthly Payment: $3,058 (change assumption)
    Mortgage ($2,273) + Fees ($340) + Taxes in 2025 ($445)


    Taxes:$5,335

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 743 WELLINGTON CT, OLDSMAR, FL 34677

    $815,0004 Days on yellowkey   MLS ID: TB8515327

    For Sale TB8515327 - 743 WELLINGTON CT, OLDSMAR, FL 34677 52 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3058
       Built: 2015
    Monthly Fee: $160
       Tax: $6,370 (2025)
    Community: Wellington Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,157 (change assumption)
    Mortgage ($4,466) + Fees ($160) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN




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Oldsmar home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Oldsmar. You can use our website to view Multiple Listing Service (MLS) data on Oldsmar Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Oldsmar listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.